HCID 54568105, compound → HCID 54437918, compound

HRID 1378691Notes

Reaction equation

HRID 1378691 reaction equation
C([N:8](CC1C=CC=CC=1)[CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:25][C@H:24]([CH2:26][NH:27][C:28](=[O:30])[CH3:29])[O:23][C:22]3=[O:31])=[CH:17][C:16]=2[F:32])[CH2:11][CH2:10]1)C1C=CC=CC=1.[H][H]>[OH-].[OH-].[Pd+2].CO>[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:25][C@H:24]([CH2:26][NH:27][C:28](=[O:30])[CH3:29])[O:23][C:22]3=[O:31])=[CH:17][C:16]=2[F:32])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 54568105HCID 54568105, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54437918HCID 54437918, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Using the amino compound, (S)-N-{3-[4-(4-dibenzylamino-piperidin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (Compound No. 5) was synthesized by the same method as in Example 1. To a methanol solution (200 ml) of this compound (5.28 g), palladium hydroxide on carbon (20%, 3.3 g) was added and the mixture was stirred at room temperature under 3 atm hydrogen atmosphere. Palladium hydroxide on carbon was filtered off and the filtrate was concentrated under vacuum to afford the title compound (3.48 g) in a yield of 100%.

Workup

  1. custom5) was synthesized by the same method as in Example 1
  2. filtrationPalladium hydroxide on carbon was filtered off
  3. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-343cb3d6dfc54db9bea63b8c401bdd1b
Source dataset
uspto-grants-1997_09
Patent number
US05668286

Reaction notes

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